I’d call most of these yellow flags more than red flags. Definitely cause for concern and full investigation.
When we bought our house the inspector did basically tell us something like “but you can’t really be sure until the next time it really rains” about some stuff. Water doesn’t flow ideally off our house/lot and we need to make some repairs, but we knew about that going in.
The bottom line is to weigh the price your offer was accepted at vs. the percieved risk. I know that neighborhood, it’s gorgeous and central, but the houses can be very old and have all the associated problems. There is something to be said for walking away if something *feels* off rather than dealing with it for years and years or $$$. But there will be something wrong with every house, even brand new construction.